Kissimmee Homes with Private Entrance Exterior Features

Kissimmee Homes with Private Entrance Exterior Features

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of theme parks with the charm of small-town living. Nestled just minutes away from the enchanting world of Walt Disney World, Kissimmee offers an ideal location for families, retirees, and anyone looking to embrace the sunny Florida lifestyle. With its rich heritage, diverse culture, and an array of outdoor activities, Kissimmee is a place where residents can truly thrive.

One of the standout features of homes in this delightful city is the availability of properties with private entrance exterior features. Imagine coming home to your own personal oasis, where you can enjoy the luxury of privacy and independence. These homes often boast beautifully landscaped yards, spacious driveways, and inviting entryways that create a warm welcome for you and your guests. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, a private entrance enhances your living experience, providing both convenience and security.

Kissimmee’s real estate market offers a variety of options, from charming single-family homes to luxurious estates, all designed to accommodate your unique lifestyle. With a thriving community, top-rated schools, and a plethora of recreational activities—from boating on Lake Tohopekaliga to exploring local parks—Kissimmee is more than just a place to live; it’s a place to create lasting memories.

Explore the homes available in Kissimmee today, and discover the perfect blend of comfort, privacy, and excitement that this enchanting city has to offer!

Newest Kissimmee Homes with Private Entrance Exterior Features

7944 Jacks Clb Drive, Kissimmee
$1,895,000
6 Beds ⋅ 7 Baths ⋅ R4912308 MLS
A fully transferable membership is available with this home. A luxury home in the gated Bear’s Den at Reunion Resort, backing directly to the Jack Nicklaus Signature Golf Course. Offering 6 bedrooms, 6 full baths, 1 half bath, and 4,588 heated square feet (over 6,200 total square feet), this modern home is designed for effortless primary living or a turnkey short-term rental powerhouse. Outside, enjoy a pool deck with a heated pool, integrated sun shelf, elevated stone spillover spa, and panoramic fairway views. The covered summer kitchen includes a stainless steel grill with commercial hood, prep sink, granite counters, outdoor TV, and dining area. Upstairs, a private covered viewing balcony overlooks the course. Inside, entertainment highlights include a dedicated private cinema room, and games room and two immersive, themed bedrooms—one inspired by Mario and another designed around 20,000 Leagues Under the Sea. Five of the bedrooms feature their own private en-suite bathroom and there is also a main-level powder room. The full laundry suite features solid-surface counters and extensive storage. The main living area, kitchen and dining are open and airy and have all the luxuries to be expected in a house of this caliber. Reunion Resort amenities include 24-hour guarded security, three championship golf courses (Nicklaus, Palmer, Watson), a multi-acre water park with lazy river, tennis and pickleball courts, a fitness center and on-site dining including the rooftop Eleven and Chophouse steak restaurant, all just minutes from Disney.

7944 Jacks Clb Drive, Kissimmee
502 Maricopa Drive, Kissimmee
$255,000
3 Beds ⋅ 2 Baths ⋅ O6455477 MLS
Step into your beautifully updated sanctuary in Kissimmee! This spacious three-bedroom, two-bathroom single-family residence perfectly balances classic suburban charm with modern living. Built for everyday comfort and memorable entertaining, the home boasts over 1,500 square feet of a thoughtfully layed out, open-concept living space. High ceilings and crisp architectural lines immediately draw you in, creating an airy and vibrant atmosphere the moment you cross the threshold. The heart of the home flows seamlessly into a bright kitchen and a sprawling living area, offering the perfect backdrop for cozy movie nights or lively weekend gatherings. Retreat to the massive primary suite, your private oasis complete with an en-suite bath designed for ultimate relaxation. Two additional generous bedrooms provide versatile space for a growing family, a dedicated home office, or a creative studio. Updates include: roof 2021, refrigerator 2023, water heater 2025, A/C unit 2020, windows 2017, garage door 2021, and a water filtration system in 2025! Outside, your expansive backyard lot unfolds with limitless potential. It is an absolute paradise for pets to roam freely, for weekend barbecues under the Florida sun, or for designing the tropical garden of your dreams. A spacious two-car garage provides excellent vehicle protection and extra storage room. Nestled in a peaceful, established neighborhood, you are just minutes away from local parks, shopping, dining, and world-class theme parks. This is more than just a house; it is the lifestyle upgrade you have been waiting for. With all of the appliances included to include the washer and dryer, your dream home is ready!

502 Maricopa Drive, Kissimmee
1531 Fairview Circle, Kissimmee
$710,000
5 Beds ⋅ 6 Baths ⋅ S5160774 MLS
Turnkey income opportunity in Patriots Landing at Reunion Resort! Built in 2023 and offered fully furnished, this 5-bedroom, 5.5-bath home with its own private pool delivers the space, layout and resort setting today's vacation-rental guests are looking for. At only three years old, it offers a relatively new roof, new kitchen appliances and a new air conditioning system - the big-ticket items are all recent — while giving investors and second-home buyers the advantage of newer construction and reduced near-term maintenance and repair concerns compared with older properties. With approximately 3,076 square feet of living space and all bedrooms featuring en-suite baths, the home is designed for groups who want comfort, privacy and room to gather. The open living areas flow to a private pool and outdoor entertaining space, creating the Florida vacation experience guests book again and again. A dedicated game room adds another guest-friendly amenity, while the fully furnished, lightly used interiors make this a true move-in / rent-ready offering with minimal upfront setup. Location is the revenue driver: Reunion places guests close to Walt Disney World and Orlando's world-famous theme parks, while also appealing to winter visitors seeking warm Florida sunshine and golf lovers drawn to the resort lifestyle. Whether used as a short-term rental investment, a second home with income potential when not in use, or a personal vacation retreat, 1531 Fairview Circle offers a rare combination of new-build efficiency, turnkey furnishings and strong vacation-home appeal.

1531 Fairview Circle, Kissimmee
2212 San Vittorino Circle Unit 28-107, Kissimmee
$248,000
4 Beds ⋅ 3 Baths ⋅ S5160753 MLS ⋅ 28 BLDG.
MOVE-IN READY! Renovated in 2020 with new wooden kitchen cabinets, Italian granite countertops, and new ceramic tile flooring in the downstairs living area. Please refer to the attached features sheet. This CORNER UNIT offers 4 bedrooms, 3 bathrooms, and TWO PRIMARY SUITES—one on the ground floor and one upstairs. The downstairs primary bathroom was completely remodeled in 2023. The main living area features French-style doors, and both the air conditioning system and the water heater were replaced approximately one year ago. This beautiful townhome is ideal as either a short-term rental property or a primary residence. It is strategically located near schools, restaurants, theme parks, shopping centers, and major highways. The property has been fully updated, including new paint, flooring, bathrooms, and lighting. Venetian Bay is a 24-hour gated community offering resort-style amenities: 4 swimming pools (the main one is heated), a sun deck, 4 playgrounds, a clubhouse with a kitchen, a fitness center, a game room, a sand volleyball court, basketball and tennis courts, picnic areas, a fishing pier, and more. This gem won’t stay on the market for long! Call today to schedule a private viewing!

2212 San Vittorino Circle Unit 28-107, Kissimmee
7677 Fairfax Drive, Kissimmee
$950,000
9 Beds ⋅ 9 Baths ⋅ O6454082 MLS
Stunning, Luxury, 10 bedroom Home with large private pool, spa, movie room and game room. Create unforgettable memories of a lifetime and enjoy a vacation you?ll remember for years to come. This spectacular home is ideally located within a short drive to Universal, Disney World and shopping malls! With 5000 sqft of luxury living space, this beautiful and elegant vacation home has been tastefully furnished throughout and provides ideal accommodation for large families, with a private pool/spa, movie room and a game room, your family can enjoy the relaxing and fun atmosphere together! Step through into the kitchen that comes fully equipped to cook up breakfast, lunch and dinner with all the appliances, cookware and utensils you could need. Off the kitchen is the generous dining room that caters for guests with additional seating up at the sleek breakfast bar. Location: Encore Resort, Kissimmee, Disney Area

7677 Fairfax Drive, Kissimmee
1350 Hidden Harbor Lane, Kissimmee
$629,999
4 Beds ⋅ 3 Baths ⋅ S5160480 MLS
Welcome to this stunning custom-built home in the heart of Kissimmee, FL! This expansive 4-bedroom, 3-bathroom residence boasts over 4,000 Sq ft of living space, including a versatile mother-in-law suite perfect for guests or extended family. The detached garage is a highlight, featuring a heated and ventilated extra space room, as well as a spacious office with a custom-built desk—ideal for work or creative projects. Designed with both comfort and functionality in mind, this home comes equipped with a whole-house generator, surge protector, and on-demand hot water. The roof was fully replaced in 2018, ensuring peace of mind for years to come. Additional features include a large extra parking pad, a wraparound driveway, and a beautifully landscaped half-acre yard complete with a compost bin, green trees, and a private screened-in pool with a covered patio—perfect for relaxation or entertaining. Situated in a secure, gated community, this home offers both privacy and convenience. With its impeccable blend of luxury, practicality, and outdoor charm, 1350 Hidden Harbor Lane is a true gem. Don’t miss your chance to make this exceptional property your own!

1350 Hidden Harbor Lane, Kissimmee
8105 Coconut Palm Way Unit 303, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ S5160476 MLS ⋅ 8105 BLDG.
Virtually Staged. Welcome to 8105 Coconut Palm Way, Unit 303, an outstanding opportunity to own a fully furnished 3 bedroom condo in the highly sought after Windsor Palms Resort community at an incredibly affordable price. Located on the third floor with beautiful views, this well maintained condo offers exceptional flexibility as a vacation home, Airbnb, long term rental, or full time residence. One of the biggest advantages of this property is that it is being sold fully furnished, allowing the next owner to enjoy a nearly turnkey vacation home or rental property without the added expense of purchasing furniture. Whether you're looking for your own Florida getaway, an income producing investment, or an affordable primary residence, this condo offers tremendous value. Inside, you'll find a spacious split bedroom floor plan that provides additional privacy for owners and guests while offering flexibility for different rental arrangements. The property has been well maintained and features a newer HVAC system along with a brand new washer and dryer, helping reduce some of the immediate expenses associated with purchasing a property. What truly sets Windsor Palms apart is the incredible collection of amenities and services included through the HOA. Residents and guests enjoy 24 hour staffed gated security, cable, internet, pest control, a beautiful resort style swimming pool with massive water slides, a fantastic fitness center, a huge video arcade, movie theater, concierge services, bar and grill, and an onsite convenience store. Outdoor recreation is equally impressive, with tennis courts, a sand volleyball court, basketball courts, parks, and playgrounds. The location is another major advantage. Windsor Palms is conveniently situated near Walt Disney World and Central Florida's world famous attractions, with countless restaurants, shopping destinations, entertainment options, and major highways just a short drive away. This makes the property especially appealing to vacationers while also providing everyday convenience for full time residents. Unlike communities that restrict how owners can use their properties, Windsor Palms offers the flexibility of short term vacation rentals, long term rentals, or owner occupancy, allowing you to choose the option that best fits your lifestyle and investment goals, subject to applicable community requirements. With its attractive price, fully furnished interior, desirable third floor location, split bedroom layout, newer HVAC system, brand new laundry appliances, and access to an impressive lineup of resort amenities, 8105 Coconut Palm Way, Unit 303 offers an exceptional opportunity to own in one of the area's most established vacation resort communities. If you've been searching for an affordable, move in ready property near Disney with outstanding amenities and multiple ownership possibilities, this condo deserves your attention.

8105 Coconut Palm Way Unit 303, Kissimmee
2530 Avian Loop, Kissimmee
$499,000
4 Beds ⋅ 3 Baths ⋅ S5160399 MLS
Welcome home—you’ve found the upgrades you want and the spaces you’ll love! Located in guard-gated Tapestry, this contemporary residence pairs stylish interiors with a climate-controlled home gym, a covered upstairs balcony, and a backyard made for enjoying Florida living. From the distinctive exterior and paver driveway to the thoughtful details inside, 2530 Avian Loop makes a memorable first impression. The bright, open main living area connects the kitchen, dining, and living spaces for effortless entertaining and everyday comfort. White cabinetry, stainless steel appliances, a subway tile backsplash, and a contrasting island with breakfast-bar seating create a stylish kitchen at the heart of the home. In the living room, decorative wall trim and a fireplace feature wall add warmth and character. A separate den with glass-paneled doors provides an inviting setting for a home office, study, or quiet retreat. Eight-foot interior doors create an elevated sense of space, while luxury vinyl plank flooring throughout the upstairs, den, and staircase brings warmth and continuity to the home. An upgraded stair railing completes the polished look, showcasing the attention to detail found throughout. Upstairs, the spacious primary suite features an en suite bathroom with dual sinks and a glass-enclosed shower. The covered balcony offers another welcoming place to enjoy your morning coffee or wind down in the evening. A standout feature is the garage, converted into a dedicated home gym with its own mini-split air-conditioning unit for comfortable, year-round workouts. Enjoy the convenience of a personal fitness space just steps from your living room. Outside, the generously sized backyard extends your living space with a covered patio, additional pavers, a garden area, storage shed, and playground. From weekend barbecues and gardening to afternoons at play, there’s space to make the most of your time at home. Beyond your front door, Tapestry offers resort-style amenities, including a community pool, splash area, clubhouse, fitness center, playgrounds, and walking trails. Shopping, dining, and entertainment at The Loop and Loop West are nearby, with convenient access to Osceola Parkway, John Young Parkway, and Central Florida’s attractions. Come experience the upgrades, explore the possibilities, and picture your next chapter here. Schedule your private tour today!

2530 Avian Loop, Kissimmee
4508 Target Boulevard, Kissimmee
$789,000
8 Beds ⋅ 5 Baths ⋅ O6453027 MLS
An exceptional turnkey investment opportunity for US and international buyers — 4508 Target Blvd, Kissimmee, FL 34746 offers a spacious 8-bedroom, 5-bathroom short-term rental in one of Central Florida's most in-demand vacation markets. As an established short-term rental with stable business, this property delivers immediate income potential with no need to build a rental operation from scratch — an ideal addition to a U.S. investment portfolio. Every bedroom has its own theme, giving guests a fun, memorable stay from the moment they walk in. The converted garage has been transformed into a large themed room, a standout feature that adds extra living and entertainment space for large groups. With 8 bedrooms and 5 bathrooms, the home comfortably accommodates large parties while still giving everyone their own space. Recent updates include a new dryer (July 2025), a new sofa (June 2026), and a full HVAC cleaning (August 2026), new washer (October 2026)— all ready for the next guest. Don't miss this well-positioned, income-producing property in Kissimmee — schedule your showing today.

4508 Target Boulevard, Kissimmee
2775 Corvette Lane, Kissimmee
$309,900
4 Beds ⋅ 4 Baths ⋅ O6452579 MLS ⋅ Na BLDG.
Turnkey 4BR/3.5BA End-Unit Villa in Regal Oaks Resort, Private Forest View, Next to Old Town & Fun Spot, Close to Disney Renovated, Furnished and carpet-free throughout, this 4-bedroom, 3.5-bath end-unit townhome sits in the gated Regal Oaks Resort and sleeps up to 10. The backyard faces a forest, which gives you rare privacy for a resort community. Short-term rentals are permitted in the community, so it works as an investment property, a second home, or a primary residence. Walt Disney World is a short drive away, and Old Town and Fun Spot are within walking distance. The home conveys fully furnished. Every bedroom has a flat-screen TV. The main floor offers a spacious living area and a fully equipped kitchen, and a full-size washer and dryer are included. Dual master suites add flexibility and privacy. The first-floor suite has a Disney theme, two single beds, and a full en-suite bath. The second-floor master has a king bed, an en-suite bath, a walk-in closet, and a private balcony. Two more bedrooms upstairs share a third full bath, and a half bath completes the main floor. Residents and guests enjoy access to the Regal Oaks clubhouse: pools with water slides, spa, fitness center, tiki bar, on-site restaurant, game room, tennis courts, and a convenience shop. Location is another major highlight! Old Town and Fun Spot America are within walking distance, while Walt Disney World is just a short drive away. SeaWorld is approximately 8.5 miles away, Universal Studios 12.3 miles, Celebration Town Center 3 miles, Publix 1.2 miles, and Super Target 3 miles. Golf courses, shopping, restaurants, and dinner shows are also nearby. Additional Information: Some furnishings, decor, etc may have been updated. Buyer and buyer's agent are responsible for verifying all information, room dimensions, square footage, HOA fees, rental restrictions, and community regulations.

2775 Corvette Lane, Kissimmee
7770 Sandy Ridge Drive Unit 238, Kissimmee
$404,800
5 Beds ⋅ 5 Baths ⋅ O6450613 MLS ⋅ Spectrum 7770 BLDG.
PRICE and LOCATION Incredible opportunity to own a fully furnished, turnkey home in the highly sought-after Reunion Resort at very attractive price! Whether you're searching for a primary residence, a luxurious vacation retreat, or an income-producing investment property, this home is ready for you from day one with furnishings included, allowing you to move in or begin renting with minimal preparation. Located within the world-renowned Reunion Resort, this exceptional property offers the perfect blend of comfort, luxury, and convenience in one of Central Florida's premier resort communities.

7770 Sandy Ridge Drive Unit 238, Kissimmee
8067 Roaring Creek Court, Kissimmee
$550,000
5 Beds ⋅ 4 Baths ⋅ S5160118 MLS
Virtually Staged. NO HOA. SHORT-TERM RENTAL FRIENDLY. HEATED SALTWATER POOL AND SPA. PRIVATE LOCKING 5TH BEDROOM SUITE. This 5-bedroom, 4-bath pool home has a private, locking in-law suite. The bedrooms and bathrooms have all been renovated. The screened pool and spa are heated and run on a brand-new saltwater system. All less than 8 miles from Disney's Animal Kingdom. There's no HOA and it's short-term rental friendly, so you can live in it, vacation in it or rent it out. The fifth bedroom is what sets this house apart. It's right off the foyer behind its own locking door, with its own bathroom, a microwave and a mini fridge. Rent the whole house as a 5-bedroom for bigger groups, or lock the suite off as your owner's space and rent the house as a 4-bedroom. Living here full time? It makes a great guest suite, in-law suite or home office. The primary bath is a showstopper, with a freestanding soaking tub and a frameless glass shower. Vaulted ceilings and skylights keep the living area bright and open, and two of the bedrooms are themed for a little extra fun. Out back is your own private oasis. Have your coffee on the covered lanai, swim in the heated pool all year, rinse off at the outdoor shower and fire up the grill in the fenced side yard. It's in Indian Creek, just minutes from US 192 shopping and dining and SR 429. Buyer to verify all information. Up to 1% toward buyer’s closing costs available with seller’s preferred lender, terms apply.

8067 Roaring Creek Court, Kissimmee
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